EP2346957B1 - Procede de traitement au moyen d'un film adhesif d'une lentille optique comportant un revetement antisalissure en vue de son debordage - Google Patents

Procede de traitement au moyen d'un film adhesif d'une lentille optique comportant un revetement antisalissure en vue de son debordage Download PDF

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Publication number
EP2346957B1
EP2346957B1 EP09768178.7A EP09768178A EP2346957B1 EP 2346957 B1 EP2346957 B1 EP 2346957B1 EP 09768178 A EP09768178 A EP 09768178A EP 2346957 B1 EP2346957 B1 EP 2346957B1
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EP
European Patent Office
Prior art keywords
film
lens
coating
adhesive
composite film
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Application number
EP09768178.7A
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German (de)
English (en)
French (fr)
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EP2346957A2 (fr
Inventor
Chefik Habassi
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EssilorLuxottica SA
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Essilor International Compagnie Generale dOptique SA
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Classifications

    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/10Optical coatings produced by application to, or surface treatment of, optical elements
    • G02B1/14Protective coatings, e.g. hard coatings
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29DPRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00Producing optical elements, e.g. lenses or prisms
    • B29D11/00865Applying coatings; tinting; colouring
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B24GRINDING; POLISHING
    • B24BMACHINES, DEVICES, OR PROCESSES FOR GRINDING OR POLISHING; DRESSING OR CONDITIONING OF ABRADING SURFACES; FEEDING OF GRINDING, POLISHING, OR LAPPING AGENTS
    • B24B9/00Machines or devices designed for grinding edges or bevels on work or for removing burrs; Accessories therefor
    • B24B9/02Machines or devices designed for grinding edges or bevels on work or for removing burrs; Accessories therefor characterised by a special design with respect to properties of materials specific to articles to be ground
    • B24B9/06Machines or devices designed for grinding edges or bevels on work or for removing burrs; Accessories therefor characterised by a special design with respect to properties of materials specific to articles to be ground of non-metallic inorganic material, e.g. stone, ceramics, porcelain
    • B24B9/08Machines or devices designed for grinding edges or bevels on work or for removing burrs; Accessories therefor characterised by a special design with respect to properties of materials specific to articles to be ground of non-metallic inorganic material, e.g. stone, ceramics, porcelain of glass
    • B24B9/14Machines or devices designed for grinding edges or bevels on work or for removing burrs; Accessories therefor characterised by a special design with respect to properties of materials specific to articles to be ground of non-metallic inorganic material, e.g. stone, ceramics, porcelain of glass of optical work, e.g. lenses, prisms
    • B24B9/144Machines or devices designed for grinding edges or bevels on work or for removing burrs; Accessories therefor characterised by a special design with respect to properties of materials specific to articles to be ground of non-metallic inorganic material, e.g. stone, ceramics, porcelain of glass of optical work, e.g. lenses, prisms the spectacles being used as a template
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29DPRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00Producing optical elements, e.g. lenses or prisms
    • B29D11/00009Production of simple or compound lenses
    • B29D11/00432Auxiliary operations, e.g. machines for filling the moulds
    • CCHEMISTRY; METALLURGY
    • C03GLASS; MINERAL OR SLAG WOOL
    • C03CCHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C23/00Other surface treatment of glass not in the form of fibres or filaments
    • C03C23/0095Solution impregnating; Solution doping; Molecular stuffing, e.g. of porous glass
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00Adhesives in the form of films or foils
    • C09J7/20Adhesives in the form of films or foils characterised by their carriers
    • C09J7/22Plastics; Metallised plastics
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00Adhesives in the form of films or foils
    • C09J7/30Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38Pressure-sensitive adhesives [PSA]
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2301/00Additional features of adhesives in the form of films or foils
    • C09J2301/30Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/302Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2301/00Additional features of adhesives in the form of films or foils
    • C09J2301/40Additional features of adhesives in the form of films or foils characterized by the presence of essential components
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2401/00Presence of cellulose
    • C09J2401/006Presence of cellulose in the substrate
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2433/00Presence of (meth)acrylic polymer
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2467/00Presence of polyester
    • C09J2467/006Presence of polyester in the substrate
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00Adhesives in the form of films or foils
    • C09J7/20Adhesives in the form of films or foils characterised by their carriers
    • C09J7/22Plastics; Metallised plastics
    • C09J7/25Plastics; Metallised plastics based on macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/255Polyesters
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T156/00Adhesive bonding and miscellaneous chemical manufacture
    • Y10T156/10Methods of surface bonding and/or assembly therefor
    • Y10T156/1052Methods of surface bonding and/or assembly therefor with cutting, punching, tearing or severing
    • Y10T156/1062Prior to assembly
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T156/00Adhesive bonding and miscellaneous chemical manufacture
    • Y10T156/10Methods of surface bonding and/or assembly therefor
    • Y10T156/1052Methods of surface bonding and/or assembly therefor with cutting, punching, tearing or severing
    • Y10T156/108Flash, trim or excess removal
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/28Web or sheet containing structurally defined element or component and having an adhesive outermost layer
    • Y10T428/2848Three or more layers

Definitions

  • the invention relates generally to the use of an adhesive tape to facilitate the edging of glasses for optics, in particular lenses, and more particularly ophthalmic lenses, provided with an external coating with properties hydrophobic and / or oleophobic (anti-fouling top coat), an edging process and such a lens made edgierage by the attachment to its surface of an adhesive tape.
  • An optical lens in particular an ophthalmic lens, results from a succession of molding and / or surfacing / polishing operations that determine the geometry of the two convex and concave optical surfaces of the lens, and then appropriate surface treatments.
  • the final finishing step of an ophthalmic lens is the operation of edging or trimming, which consists of machining the edge or periphery of the lens so as to conform to the dimensions required to adapt the lens to the spectacle frame in which she is destined to take place.
  • the edging is generally performed on a grinder comprising diamond grinding wheels which perform the machining as defined above.
  • the lens is maintained, during this operation, by locking members acting axially.
  • the relative movement of the glass relative to the grinding wheel is controlled, generally numerically, to achieve the desired shape. As it appears, it is absolutely imperative that the lens be firmly held during this movement.
  • a holding pad such as a self-adhesive pad, for example a double-sided adhesive pad, is disposed between the pad and the convex surface of the lens.
  • the glans to which the lens adheres via the adhesive pad is then mechanically fixed in the mounting axis of the grinder and an axial arm is blocking the lens by applying a central force on the face of the lens opposite to the glans.
  • a tangential torque is generated on the lens, which can cause rotation of the lens relative to the glans if the lens holding system is not effective enough.
  • the proper retention of the lens depends mainly on the good adhesion to the holding pad / convex surface interface of the lens.
  • the latest-generation ophthalmic lenses most often comprise an organic or inorganic outer layer which modifies the surface energy, for example a hydrophobic and / or oleophobic antifouling coating, well known in the art. It is most often fluorosilane type materials, which reduce the surface energy to prevent the adhesion of greasy soils that it is easier to remove.
  • This type of surface coating can be so effective that the adhesion to the skid / convex surface interface can be impaired, which makes satisfactory smoothing operations difficult, particularly for polycarbonate lenses ( noted PC, for example bisphenol-A polycarbonate), the overflow generates much greater efforts than for other materials.
  • the lens When over-edging, the lens must not be misaligned by more than 2 °, preferably not more than 1 °, and therefore the adhesion of the pad to the surface of the lens is essential to obtain a satisfactory edging.
  • the consequence of a sliding of the lens during a poorly conducted edging operation is the pure and simple loss of the lens.
  • Requirement WO 03/092957 describes the deposition of a film with adhesive properties comprising a pressure-sensitive adhesive (or PSA), preferably of acrylic nature.
  • PSA pressure-sensitive adhesive
  • Requirement JP2004-141607 describes the deposition on the surface of a lens equipped with an anti-fouling coating of an adhesive tape obtained by depositing a pressure-sensitive adhesive on a polymer support film.
  • the support film has a thickness of 10 to 100 microns, a Young's modulus greater than 1 GPa and has a transmittance of at least 80%.
  • a web comprising a support film having a 4 GPa Young's modulus coated with a silicone adhesive is adhered by pressing the adhesive surface against the surface of the lens.
  • Requirement US2005042977 discloses a similar construction, involving an adhesive tape obtained by depositing a layer of pressure-sensitive adhesive from 1 to 100 ⁇ m thickness on a polymer support film at least 10 ⁇ m thick.
  • the modulus of elasticity in tension of the support film varies preferably from 9.8 N / mm 2 to 4410 N / mm 2 (ie from 9.8 MPa to 4410 MPa). Above the maximum value, it is difficult to conform the film to the shape of the lens.
  • This adhesive strip allows the protrusion of an ophthalmic lens carrying an antisoiling outer coating having a thickness of 1-500 nm, and preferably 1-30 nm when deposited on an antireflection coating.
  • Adhesive films usable in the application US2005042977 are selected empirically during a non-standardized adhesion test. They are those for which a pulling force of at least 0.0392 N must be exerted to separate them from a polyethylene terephthalate (PET) plate previously coated with a layer of a fluorinated silicone (compound X70-201 ), according to a peeling method described in Japanese JIS Z0237.
  • PET polyethylene terephthalate
  • the invention also aims to solve the problem of the edging of optical articles comprising an outer anti-fouling coating of relatively high thickness, that is to say greater than or equal to 2 nm, preferably greater than 5 nm, or even greater than or equal to 10 nm.
  • an outer anti-fouling coating of relatively high thickness that is to say greater than or equal to 2 nm, preferably greater than 5 nm, or even greater than or equal to 10 nm.
  • increasing the thickness of the anti-fouling coating increases the difficulty of edging the glass.
  • the conventional thicknesses programmed for the deposition of hydrophobic and / or oleophobic coatings in vacuum deposition enclosures of the Leybold type 1104 are of the order of 15 nm. Coatings with improved hydrophobic properties generally correspond to programmed thicknesses of 15 to 25 nm, preferably 20 to 25 nm. The person skilled in the art knows that the actual physical thicknesses obtained are the most often less than the programmed thicknesses.
  • programmed thickness is meant in the present application a programmed thickness on a vacuum deposition chamber of the Leybold type 1104, preferably Leybold 1104.
  • Another object of the invention is to provide a lens, having hydrophobic and / or oleophobic surface properties, capable of edging.
  • composite film means a film comprising at least two elements: a preformed film and a layer of pressure-sensitive adhesive.
  • a lens comprises one or more film (s), layer (s) or coating (s) on its surface
  • the term "deposit a film, a layer or a coating on the lens” means that a film, a layer or a coating is deposited on the exposed (exposed) surface of the outer coating of the lens, i.e., the coating furthest from the substrate of the lens.
  • a coating that is "on" a substrate or that has been “deposited” on a substrate is defined as a coating that (i) is positioned above the substrate, (ii) is not necessarily in contact with the substrate, i.e. one or more intermediate coatings may be disposed between the substrate and the coating in question, and (iii) does not necessarily cover the substrate completely.
  • polymer embraces homopolymers, copolymers and oligomers.
  • co polymer is meant a copolymer or a polymer.
  • meth acrylate is meant an acrylate or a methacrylate.
  • the optical lens used in the present invention comprises a substrate, preferably transparent, made of organic or inorganic glass, having a convex main surface and a concave main surface, at least one of said main faces comprising an anti-fouling coating (hydrophobic coating and / or or oleophobic).
  • the term lens also refers to a lens blank. This lens is preferably an ophthalmic lens for spectacles.
  • the lens may be a polarized lens, a photochromic lens or a tinted solar lens.
  • the method of the invention is preferably implemented on the convex face of the lens, but it can also be implemented on its concave face or on the two main faces of a lens each coated with an antifouling coating.
  • (meth) acrylic (co) polymers in particular poly (methyl methacrylate) (PMMA), thio (meth) acrylic (co) polymers, polyvinyl butyral (PVB) polycarbonates (PC), polyurethanes (PU), poly (thiourethanes), polyol allyl carbonates (co) polymers, ethylene / vinyl acetate thermoplastic copolymers, polyesters such as polyethylene terephthalate ) (PET) or poly (butylene terephthalate) (PBT), polyepisulfides, polyepoxides, polycarbonate / polyester copolymers, copolymers of cycloolefins such as ethylene / norbornene or ethylene / cyclopentadiene copolymers and combinations thereof.
  • PMMA poly (methyl methacrylate)
  • PVB polyvinyl butyral
  • PU polyurethanes
  • PU poly (thiourethanes)
  • substrates obtained by polymerization of alkyl (meth) acrylates in particular (C 1 -C 4 ) alkyl (meth) acrylates, such as (meth) acrylate of methyl and ethyl (meth) acrylate, polyethoxylated aromatic (meth) acrylates such as polyethoxylated bisphenol di (meth) acrylates, allyl derivatives such as linear or branched aliphatic or aromatic polyol allyl carbonates, thio (meth) acrylates, episulfides and polythiol / polyisocyanate precursor mixtures (for obtaining polythiourethanes).
  • alkyl (meth) acrylates in particular (C 1 -C 4 ) alkyl (meth) acrylates, such as (meth) acrylate of methyl and ethyl (meth) acrylate, polyethoxylated aromatic (meth) acrylates such as polyethoxylated bisphenol di
  • polycarbonate is intended to mean homopolycarbonates as well as copolycarbonates and copolycarbonates which are sequenced.
  • substrates obtained by (co) polymerizing the bis allyl carbonate of diethylene glycol, sold, e.g., under the CR-39 ® tradename available from PPG Industries (ORMA ® ESSILOR lenses), or by polymerizing the thio (meth) acrylic monomers, such as those described in the French patent application FR 2734827 , or polythiourethanes.
  • the substrates may be obtained by polymerizing mixtures of the above monomers, or may further comprise mixtures of these polymers and (co) polymers.
  • the lenses of the invention may include other surface coatings between the substrate and the antifouling coating, including a shockproof coating, an anti-abrasion and / or anti-scratch coating and / or an anti-reflective coating.
  • a shockproof coating Preferably, they comprise a hydrophobic and / or oleophobic external coating deposited on a mono- or multilayer antireflection coating.
  • Hydrophobic and / or oleophobic coatings are well known in the art and are generally deposited on an antireflection coating, but they can also be deposited, for example, directly onto abrasion-resistant coatings and / or anti-scratch.
  • the static contact angle can be determined according to the liquid drop method, according to which a drop of liquid having a diameter of less than 2 mm is gently deposited on a non-absorbent solid surface and the angle at the interface between the liquid and the solid surface is measured.
  • Preferred hydrophobic and / or oleophobic coatings have low surface energy, i.e. they reduce the surface energy of the lens to less than 20 mJ / m 2 , preferably less than 14 mJ / m 2 , better less than 13 mJ / m 2 and even better less than 12 mJ / m 2 .
  • the surface energies are calculated in the present application according to the OWENS-WENDT method described in the following reference: " OWENS DK, WENDT RG (1969) J. Sci Polym Appl., 13, 1741-1747 .
  • their thickness generally ranges from 1 to 25 nm, more preferably from 1 to 15 nm.
  • hydrophobic and / or oleophobic coatings according to the invention are preferably of organic nature.
  • layer of organic nature is meant a layer comprising a non-zero proportion by weight, preferably at least 40%, better still at least 50% of organic materials relative to the total mass of the layer.
  • the preferred hydrophobic and / or oleophobic surface coatings comprise at least one fluorinated compound, better still at least one silane and / or silazane compound carrying one or more fluorinated groups, in particular fluorinated hydrocarcarbon, perfluorocarbon or fluorinated polyether groups, such as the group F 3 C- (OC 3 F 6 ) 24 -O- (CF 2 ) 2 - (CH 2 ) 2 -O-CH 2 -Si (OCH 3 ) 3 or perfluoropolyether.
  • a conventional method for forming a hydrophobic and / or oleophobic coating is to deposit compounds carrying fluorinated groups and Si-R groups, R representing a hydroxyl group or a precursor group such as a hydrolyzable group, for example Cl, NH 2 , NH- or -O-alkyl, preferably an alkoxy group. They are preferably made from fluorosilanes or fluorosilazanes precursors, preferably comprising at least two hydrolyzable groups per molecule. Such compounds are able to undergo, when deposited on a surface, polymerization reactions and / or crosslinking, directly or after hydrolysis.
  • Fluorosilanes particularly suitable for forming hydrophobic and / or oleophobic coatings are those containing fluoropolyether groups described in the patent. US 6,277,485 .
  • R F is a monovalent or divalent polyfluoropolyether group
  • R 1 is a divalent alkylene, arylene or combination thereof, optionally containing one or more heteroatoms or functional groups and optionally substituted by halogens, and preferably containing 2 at 16 carbon atoms
  • R 2 is a lower alkyl group (i.e., a C 1 -C 4 alkyl group)
  • Y is a halogen atom, a lower alkoxy group (i.e., a C 1 -C 4 alkoxy group, preferably methoxy or ethoxy), or a lower acyloxy group (i.e.
  • R 3 is a C 1 -C 4 alkyl group
  • x is 0 or 1
  • y is 1 (R F is monovalent) or 2 (R F is divalent).
  • Suitable compounds generally have a number average molecular weight of at least 1000.
  • Y is a lower alkoxy group and R F is a perfluoropolyether group.
  • compositions containing fluorosilanes also recommended for the preparation of hydrophobic and / or oleophobic coatings are described in US Pat. US 6,183,872 . They contain fluoropolymers containing organic groups bearing silicon-based groups represented by the following general formula and having a molecular mass of 5.10 2 to 1.10 5 : wherein R F represents a perfluoroalkyl group; Z is fluoro or trifluoromethyl; a, b, c, d and e each independently represent 0 or an integer greater than or equal to 1, provided that the sum of a + b + c + d + e is not less than to 1 and that the order of the repetitive units appearing between the parentheses indexed under a, b, c, d and e is not limited to that represented; Y is H or an alkyl group having 1 to 4 carbon atoms; X represents a hydrogen, bromine or iodine atom; R 1 represents a hydroxyl group or a
  • R ' F is a divalent perfluoropolyether linear chain radical
  • R' is a C 1 -C 4 alkyl radical or a phenyl radical
  • X ' is a hydrolyzable group
  • a' is an integer of 0 to 2
  • b ' is an integer from 1 to 5
  • m 'and n' are integers equal to 2 or 3.
  • compositions for preparing hydrophobic and / or oleophobic coatings are KY130 ® compositions (corresponding to the patent JP 2005-187936 ) and KP 801M ® marketed by Shin-Etsu Chemical, and the OPTOOL DSX ® composition (a fluorinated resin comprising perfluoropropylene groups corresponding to the patent formula US 6,183,872 ) marketed by Daikin Industries.
  • the composition OPTOOL DSX ® is the preferred antifouling coating composition.
  • Useful solvents for antifouling coating compositions are fluorinated solvents and alkanols such as methanol, preferably fluorinated solvents.
  • fluorinated solvents are partially or totally fluorinated organic molecules having a carbon chain comprising from 1 to 25 carbon atoms, such as fluorinated alkanes, preferably perfluorinated, and fluorinated ether-oxides, preferably alkyl ether oxides. perfluoroalkyls and mixtures thereof. There may be mentioned perfluorohexane or nonafluoroisobutyl ether.
  • the methods of depositing antifouling coating compositions are varied and include liquid phase deposition, such as dip coating, centrifugation or sputtering, or vapor deposition, such as vacuum evaporation. Deposition by centrifugation or dipping is preferred.
  • the temporary adhesive composite film of the invention is formed, or deposited (applied), directly onto the hydrophobic and / or oleophobic outer coating.
  • This temporary adhesive composite film comprises at least two layers, namely a preformed film and a contact adhesive layer, which are in direct contact with each other.
  • the preformed film has two major surfaces, the first being coated with a layer of pressure-sensitive adhesive and intended to face the lens, while the second is generally uncoated and intended to face the attachment of the edging device.
  • the preformed film may consist of any material that may be removed in a subsequent operation subsequent to an edging step, having a tensile modulus of elasticity E 'greater than or equal to 4200 MPa and such as shear strength of the assembly consisting of said temporary adhesive composite film bonded to a polycarbonate test tube coated with a fluorinated silane layer, determined in accordance with the standard for determining the shear strength NF EN 1465, is greater than or equal to 0.05 MPa .
  • the tensile modulus of elasticity E 'of the preformed film is preferably greater than or equal to 4450 MPa, more preferably greater than or equal to 4500 MPa. It makes it possible to evaluate the capacity of the preformed film material to deform under the effect of an applied force and is measured in the absence of an adhesive layer.
  • This modulus of elasticity (or Young's modulus, or modulus of preservation) is measured at 23 ° C according to ISO 527-3 (1996).
  • the elongation of the film for increasing traction force applied to the film (measured in N / mm 2 ) and a normalized speed.
  • the tensile curve thus obtained representing the stress (in N / mm 2 ) as a function of the elongation (in%), reveals a linear segment which characterizes the elastic domain, and a point of inflection which characterizes the end of the elastic limit of the film or threshold of flow.
  • the abscissa of this point is typically between 12 and 15% elongation and the ordinate varies from one film to another, depending on the rigidity of the film.
  • the tensile modulus of elasticity E 'of the temporary adhesive composite film of the invention is preferably greater than or equal to 2500 MPa.
  • the breaking stress of the assembly consisting of the temporary adhesive composite film bonded to a polycarbonate test tube coated with a fluorinated silane layer, determined in tension according to the shear strength determination standard NF EN 1465, is preferably greater than or equal to 0.08 MPa, more preferably greater than or equal to 0.1 MPa. It characterizes the adhesion performance of said adhesive composite film and depends in particular on the nature of the contact adhesive used.
  • This shear strength parameter is determined in accordance with standard NF EN 1465 entitled "Adhesives - Determination of rigid-rigid, single-seam bonded shear strength", adapted to the fact that polycarbonate test pieces are used. successively coated with a primer layer, an anti-abrasion and anti-scratch coating, an antireflection coating and an Optool TM DSX antifouling coating. These specimens and the shear strength test are described in detail in the experimental section.
  • the interposition of an adhesive composite film having characteristics of modulus of elasticity (for the preformed film of said temporary adhesive composite film) and shear strength according to the invention between the hydrophobic and / or oleophobic surface lens and the holding pad allows to perform its edging with zero or minimum offset.
  • the inventors have found that these two characteristics were necessary to obtain good adhesion of the support pad.
  • the temporary adhesive composite film of the invention also has excellent adhesion to the hydrophobic and / or oleophobic surface of the lens.
  • the preformed film is preferably of a polymer nature. It may be composed of one or more polymers preferentially chosen from PET (polyethylene terephthalate) or TAC (cellulose triacetate). This is ideally a film based on cellulose triacetate.
  • the material of the preformed film may also comprise reinforcing elements, and may for example be in the form of a resin reinforced with glass or carbon fibers.
  • the material of the contact adhesive layer of the temporary adhesive film of the invention must be such that it does not permanently alter the surface properties of the hydrophobic and / or oleophobic coating and that after the elimination of it, the optical and surface properties of the lens are generally identical to those which the lens possessed before the temporary protective coating is deposited.
  • the material of the contact adhesive layer must in particular have a sufficient cohesive force so that the withdrawal of the adhesive composite film, for example by peeling, is carried out without leaving residues on the surface of the antifouling coating.
  • Said adhesive layer is a pressure sensitive adhesive layer (PSA).
  • PSA pressure sensitive adhesive layer
  • This layer will be commonly called “PSA film” or “contact adhesive layer” in the present application and is preferentially optically transparent.
  • Tg glass transition temperature
  • pressure-sensitive adhesive or contact adhesive is meant in the present application an adhesive capable of adhering to a surface by simply applying a pressure, without the need to involve another external source of energy such as temperature, irradiation or solvent.
  • another external source of energy such as temperature, irradiation or solvent.
  • other external sources of energy can be used to improve adhesion.
  • These adhesives are permanently sticky in dry form (without solvent), at room temperature or at their temperature of use. Their adhesion mechanism does not involve the formation of covalent bonds with the surface with which they are brought into contact, but on the contrary the establishment of reversible electrostatic interactions of Van der Waals type.
  • Contact adhesives are generally available in three forms: in aqueous composition (latex), in an organic solvent-based composition, or in hot-melt form (obtained by a "hot melt” method).
  • PSA The families of PSA are classified according to the nature of the main elastomer used in the adhesive formula. Without being limited to this, the main families that can be used according to the present invention are PSA based on natural rubber (polyisoprene), PSA based on poly (meth) acrylates (such as ethylhexyl polyacrylate or n-butyl polyacrylate).
  • PSA based on styrenic copolymers or styrenic block copolymers such as Styrene-Isoprene (SI), Styrene-Isoprene-Styrene (SIS), Styrene-Butadiene (SB), Styrene-Butadiene-Styrene blocks (SBS) )
  • SI Styrene-Isoprene
  • SIS Styrene-Isoprene-Styrene
  • SB Styrene-Butadiene-Styrene blocks
  • Styrene-butadiene random copolymers synthetic rubber, such as butyl rubber or synthetic polyisoprenes, vinyl polyacetates, polyisobutylenes, polypropylenes, polybutadienes, acrylonitrile-based polymers, silicone polymers (for example silane or siloxane), polyurethanes, polyvinyl ethyl ethers, polyvinyl pyrrolidones, and mixtures thereof, can also be used as main constituents in PSA formulations.
  • silicone polymers for example silane or siloxane
  • polyurethanes polyvinyl ethyl ethers
  • polyvinyl pyrrolidones polyvinyl pyrrolidones
  • the PSAs used in the present invention are preferably selected from PSA based on polyacrylates, polyurethanes and / or styrenic block copolymers.
  • the temporary adhesive composite film is applied to at least a part of the hydrophobic and / or oleophobic outer coating of the optical lens, a main surface of the preformed film of the temporary adhesive composite film having been coated with said pressure-sensitive adhesive layer prior to applying said temporary composite adhesive film to the optical lens.
  • the preformed film then constitutes a support film.
  • the preformed film + pressure sensitive adhesive layer assembly was prepared in a step prior to its application to the hydrophobic and / or oleophobic outer coating.
  • the PSA adhesive layer is formed by depositing on the main surface of the support film a liquid adhesive composition followed by a step of curing or drying the liquid composition (typically conducted at a temperature of 40.degree. At 130 ° C.) until a state in which said composition is no longer capable of flowing and forms a layer of uniform thickness.
  • This adhesive composition may be deposited by any suitable conventional liquid method such as dip coating, spin coating, spraying, or brush-coating, preferably by dip coating. coating or spin coating.
  • Said adhesive composition may naturally comprise additives making it possible to modify its tackiness (adhesion promoter) or rheological characteristics (viscosity, thixotropy).
  • additives making it possible to modify its tackiness (adhesion promoter) or rheological characteristics (viscosity, thixotropy).
  • viscosity, thixotropy rheological characteristics
  • the adhesive layer is applied to the support film by bonding a preformed film, which is for example available in the form of a sandwich between two liners (laminated protective strips).
  • a preformed film which is for example available in the form of a sandwich between two liners (laminated protective strips).
  • liner / PSA / liner film stackings are commercially available, for example in the form of a 25 ⁇ m thick PSA film, the two adhesive faces of which are each protected by a 50 ⁇ m thick polyester liner. . They are preferably applied to the support film by lamination.
  • the contact adhesive layer of the temporary adhesive composite film preferably has a thickness ranging from 1 to 100 ⁇ m, preferably from 2 to 50 ⁇ m, better still from 5 to 40 ⁇ m.
  • the support film preferably has a thickness of 10 to 250 ⁇ m, more preferably 20 to 200 ⁇ m.
  • the support film thickness / thickness ratio of the contact adhesive layer is from 1: 1 to 10: 1, preferably 2: 1 to 8: 1.
  • the total thickness of the temporary adhesive composite film of the invention is preferably from 1 to 250 ⁇ m, more preferably from 10 to 200 ⁇ m.
  • the temporary adhesive composite film of the invention is a bilayer film, it may also comprise one or more additional layers deposited on its second main surface, that is to say its uncoated side of the PSA movie.
  • the adhesive composite film of the invention can in particular be made adhesive on both sides by depositing a layer of adhesive on its second main surface.
  • the temporary adhesive composite film of the invention is applied by gluing by pressing its contact adhesive layer against the surface of the hydrophobic and / or oleophobic coating of the lens, so that said adhesive layer is in direct contact. with said hydrophobic and / or oleophobic coating.
  • the adhesive composite film of the invention is relatively rigid.
  • this temporary adhesive composite film is intended to cover a large part of the surface of the lens, in particular the entire surface of the lens, it is particularly recommended to use for its deposit the technique and the specific equipment described in FIG. request WO 2006105999 , particularly in his examples 3 and 4.
  • This method of applying a flat film to an optical lens can be used regardless of the curvature of the lens to be covered with the temporary film of the invention. It involves a thermal assistance to hot deform the film by means of an ovoid pressing die.
  • the adhesive film is typically preheated to a temperature of about 80 to 180 ° C in order to thermoform it, before being applied against the antifouling coating of the lens.
  • the adhesive composite film of the invention is transferred from a temporary support to the surface of the lens.
  • the adhesive composite film of the invention is bonded (by its non-adhesive face, that is to say by the face of the support film not coated with the layer of contact adhesive) to an adhesive support of large dimension, for example a support covered with a layer of adhesive.
  • the temporary support assembly + adhesive composite film of the invention is then bonded to the surface of the lens in application, for example, of the process described in Examples 3 and 4 of the application. WO 2006105999 .
  • the adhesive face of the temporary support may be in contact with a part of the antifouling coating of the lens, in the case where the adhesive composite film of the invention does not cover the whole of the surface of the lens.
  • the temporary support is removed.
  • the adhesive composite film of the invention adheres more strongly to the surface of the lens than the temporary support adheres to the surface of the adhesive composite film or the anti-fouling coating. It is therefore appropriate to choose a temporary support covered with a layer of adhesive having a low affinity for the outer surface of the adhesive film and the anti-fouling coating.
  • the formation on at least a part of the hydrophobic and / or oleophobic outer coating of the optical lens comprises the successive application of the adhesive layer (PSA) then the preformed film.
  • PSA adhesive layer
  • the adhesive layer is transferred from a transfer medium to the hydrophobic and / or oleophobic layer.
  • the transfer medium is removed, the adhesive layer adhering more strongly to the surface of the lens than to the surface of the transfer layer.
  • the preformed film is applied or transferred from a transfer medium to the surface of the adhesive layer.
  • a flexible support typically from 10 to 200 microns or a flexible support, generally having a thickness of 0.2 to 5 mm, better from 0.5 to 2 mm, is preferably used. of a plastic material.
  • thermoplastic (co) polymers that can be used for the manufacture of this support are polysulfones, aliphatic poly (meth) acrylates, such as poly (meth) acrylate, polyethylene, polypropylene, polystyrene, SBM block copolymers (styrene-butadiene-methyl methacrylate), polyphenylene sulphide (PPS), arylene polyoxides, polyimides, polyesters, polycarbonates such as bisphenol A polycarbonate, polyvinyl chloride, polyamides such as nylons, copolymers thereof and mixtures thereof.
  • the preferred thermoplastic material is polycarbonate.
  • the temporary support may be employed having been previously coated with a layer of release agent to facilitate the transfer. This layer may optionally be eliminated at the end of the transfer step.
  • the temporary adhesive composite film is formed so that it at least partially covers the hydrophobic and / or oleophobic outer coating of the lens.
  • Deposition may be performed over the entire surface of the lens face for receiving the adhesive pad / glans system or a portion thereof.
  • the temporary adhesive composite film may be applied solely to the area intended to receive contact with the lens holding pad, for example the central part of the lens.
  • the adhesive composite film may uniformly cover the targeted surface, that is to say have a continuous structure, but it may also have a discontinuous structure, for example take the form of a frame.
  • the film may for example be "perforated” so as to avoid making erasable marks disappear which would be present on the lens surface, in particular progressive lenses.
  • the shape of the adhesive film is not limited, it may have, without limitation, a circular, elliptical, rectangular or oblong.
  • the area covered by the temporary composite adhesive film is such that the contact area between the composite film and the support pad is sufficient to ensure adhesion of the lens to the pad.
  • the temporary composite film covers at least 15%, preferably at least 20%, better at least 30%, better still at least 40%, and preferably the entire surface of the face of the lens on which adheres the pad, that is to say generally the convex face of the lens.
  • the adhesive composite film of the invention is advantageously an optically transparent film.
  • an optical lens coated on one of its main faces with an antifouling coating and a temporary adhesive composite film according to the invention has a transmission factor in the visible ⁇ v , also called relative factor. in the visible range, greater than 75%, better than 80% (measured in accordance with ISO 8980-3 and defined in accordance with ISO 13666: 1998 in the wavelength range of 380 to 780 nm ).
  • a transmission factor in the visible ⁇ v also called relative factor. in the visible range, greater than 75%, better than 80% (measured in accordance with ISO 8980-3 and defined in accordance with ISO 13666: 1998 in the wavelength range of 380 to 780 nm ).
  • the preformed film makes it possible to raise the surface energy of the lens with hydrophobic and / or oleophobic properties.
  • the preformed film raises the surface energy of the lens to a value of at least 15 mJ / m 2 , preferably up to a value of at least 25 mJ / m 2 .
  • the surface energy of the preformed film is 15 to 70 mJ / m 2 , preferably 25 to 70 mJ / m 2 .
  • the method of treating an optical lens according to the invention may further comprise a subsequent step of gliding the lens comprising the temporary adhesive composite film in direct contact with the hydrophobic and / or oleophobic coating, that is to say a step of disposing said lens in an edging device comprising a holding system comprising holding means adhering to the outer surface of the temporary adhesive composite film (i.e. generally the second main surface of the preformed film, at the sense of the invention), an edging step of the gloved lens, and a degluing step of removing the means for holding the surface of the lens.
  • the treatment method according to the invention constitutes a method of projecting an optical lens.
  • the holding system generally comprises a holding means (tassel) and a holding pad (commonly referred to as "pad").
  • the preferred support pads are self-adhesive pellets (pellets equipped with a contact adhesive), better pellets which are self-adhesive on each of their faces, for example 3M Leap TM II PAD type pellets or more elaborate pellets provided by the company V costumeqnos, described in particular in the WO2006082635 , WO2006003700 and WO2006003699 .
  • the holding means may adhere directly to the outer surface of the temporary adhesive composite film, that is to say without the additional presence of a holding pad, for example in the case where the adhesive composite film of the invention comprises a layer of adhesive on its second main surface, or adhere directly to the outer surface of the temporary adhesive composite film, for example by means of a holding pad, which is the preferred embodiment.
  • the glass After overflowing, the glass will have the dimensions required to properly fit into the frame that is intended for it. More specifically, the edging method according to the invention provides glasses having a maximum misalignment of 2 °, and optimally, less than or equal to 1 °.
  • the temporary adhesive composite film may be removed, in particular by tearing (detachment by application of a force), the overflow lens, in order to restore its hydrophobic and / or oleophobic surface properties.
  • an overfilled final optical lens is recovered, which has optical and surface characteristics of the same order, or almost identical to those of the initial lens, in particular with respect to relates to its hydrophobic and / or oleophobic surface properties.
  • this embodiment covers the case where an optical lens already coated with the temporary adhesive composite film of the invention is disposed in an edging device.
  • the adhesive composite films according to the invention can be used to restore the edgability of lenses coated with any outer coating with hydrophobic and / or oleophobic properties, but have a particular interest in the case of the edging of optical articles.
  • a preferred thickness range is the 2-10 nm range.
  • the method of the invention has the advantage of significantly increasing the success rate of the overflow of lenses coated with a hydrophobic and / or oleophobic coating, in particular obtained from the compounds described in the patent.
  • US 6183872 thanks to the adhesive composite film promoting adhesion during edging.
  • the success rate of an edging process according to the invention is close to 100%, and thus makes it possible to overcome the vagaries due to the quality of the overflowing glasses.
  • the invention also relates to an optical lens capable of being edged, obtainable by the method of the invention, comprising on at least one of its main surfaces a hydrophobic and / or oleophobic external coating, and deposited directly on said coating.
  • the invention finally relates to the use of a temporary adhesive composite film as described above for maintaining in an edging device an optical lens having on at least one of its main surfaces a hydrophobic and / or oleophobic outer coating.
  • the optical articles used in the examples include a 65 mm diameter ORMA ® ESSILOR lens substrate with a power of -2.00 diopters and a thickness of 1.2 mm, coated with a shockproof primer coating (1 micrometer). thick) based on a polyurethane latex containing polyester units, cured at 90 ° C for 1 hour (Witcobond ® 234 BAXENDEN CHEMICALS modified by dilution to reduce its viscosity, centrifugal deposition at 1500 revolutions / minute for 10 to 15 seconds) then the anti-abrasion and anti-scratch coating (hard coat) (about 3 microns thick) disclosed in example 3 of the patent EP 0614957 (of refractive index equal to 1.50), based on a hydrolyzate of GLYMO and DMDES, colloidal silica and aluminum acetylacetonate, an antireflection coating and finally an antifouling coating.
  • said anti-abrasion and anti-scratch coating was obtained by depositing and curing a composition comprising, by mass, 224 parts of GLYMO, 80.5 parts of 0.1 N HCl, 120 parts of DMDES, 718 parts of 30% by mass colloidal silica in methanol, 15 parts of aluminum acetylacetonate and 44 parts of ethylcellosolve.
  • the composition also comprises 0.1% surfactant FLUORAD TM FC-430 from 3M ® by weight based on the total weight of the composition.
  • This ZrO 2 (27 nm) / SiO 2 (21 nm) / ZrO 2 (80 nm) / SiO 2 (81 nm) antireflective coating is deposited on this anti-abrasion and anti-scratch coating (the thicknesses are physical thicknesses). ) (deposited by evaporation under vacuum) and finally an anti-fouling coating based on Optool TM DSX (14 nm programmed thickness, vacuum deposition, compound marketed by Daikin Industries).
  • the deposit frame is a Leybold 1104 machine equipped with an ESV14 (8kV) electron gun for the evaporation of oxides and a Joule crucible for depositing the top coat.
  • the specimens are coated with the stack described in (c) below. They therefore include an Optool TM DSX-based antifouling coating with a programmed thickness of 14 nm (unless otherwise specified in 25 nm programmed thickness). c) Determination of shear strength of a temporary adhesive composite film
  • This shear strength parameter was determined in tension at 23 ° C., at ambient humidity in accordance with standard NF EN 1465, adapted because polycarbonate test pieces coated successively with a layer of polyurethane latex primer are used.
  • polyester units (Witcobond ® 234 from BAXENDEN CHEMICALS, centrifugal deposit at 1500 rpm for 10 to 15 seconds, cured at 90 ° C for 1 hour), a layer of the abrasion-resistant and scratch-resistant coating (hard coat) disclosed in example 3 of the patent EP 0614957 (obtained in the same way as that detailed in ⁇ 1), ZrO 2 / SiO 2 / ZrO 2 / SiO 2 tetracouche anti-reflective coating (deposited by vacuum evaporation and described in ⁇ 1) and finally an anti-fouling coating based on Optool TM DSX 14 nm programmed thickness (vacuum deposition, compound marketed by Daikin Industries).
  • test procedure is as follows. A strip of adhesive film (comprising a support film coated with a layer of contact adhesive) of 25 mm ⁇ 150 mm is deposited, adhesive side, on the face of the test piece comprising the anti-fouling coating, leaving a tab of film protruding from the test tube.
  • adhesive film comprising a support film coated with a layer of contact adhesive
  • Implementation parameters standard marouflage mass 2217g, number of marouflages: 10.
  • An axial force (in the axis of the specimen) is exerted until the adhesion between the film and the specimen breaks.
  • the pulling speed is 5 mm / min.
  • the stress at break in megapascals is measured.
  • the test is carried out on pressure-sensitive adhesive films with a thickness of the adhesive layer of 50 to 150 microns, preferably 80 microns in thickness, which will be considered as the test thickness. It leads to very similar results irrespective of the thickness used in the aforementioned thickness range, for adhesives having rheological properties of the same order.
  • the clipping cycle used is a cycle adapted to the material (plastic cycle for low refractive index, polycarbonate cycle for PC and cycle for substrate Medium refractive index MHI).
  • the clamping pressure used is the pressure corresponding to the fragile glass option of the grinder.
  • the lens after the edging operation can not be inserted into the pseudo-mount or if the lens can be inserted into the pseudo-mount, but it presents a misalignment of more than 2 °, the lens is non-compliant and fails the test (result noted "-" in Table 2). If the lens has a misalignment of less than 2 °, the lens passes the flange test successfully (result noted "+” in Table 2).
  • the fastening system is unscrewed and the pierced lens and the glans / adhesive pad are retrieved and the glans removed and the pierced lens recovered.
  • a lens that can be positioned in the piercing device is considered to have passed the piercing test (result marked "+” in Table 2, otherwise the result marked "-").
  • the two-layer adhesive films according to the invention were prepared by applying a preformed adhesive film to a PET or TAC support film.
  • One of the two protective liners of a preformed adhesive film 25 ⁇ m thick is removed and the adhesive surface of the film is positioned opposite one of the two faces of the support film. Then these two films are glued by passing them between two rollers, controlling the applied pressure (4-5 bar).
  • the resulting flat adhesive film is cut to the dimensions of the conformation device described in the application.
  • WO 2006105999 minimum: 10cm x 10cm.
  • the second protective liner is removed and the adhesive film is set up on the conformation stage.
  • the optical lens having on its convex face an antifouling coating is placed on the plate by orienting its convex face towards the adhesive side of the adhesive film.
  • the support film according to the invention used in Example 1 is a cellulose triacetate film (TAC) supplied by Tsutsunaka, having a tensile modulus of elasticity of 4600 MPa at 23 ° C. (tensile strength: 115 MPa, nominal deformation at break: 27%, yield stress at elastic limit: 91 MPa, elastic limit deformation: 4.5%).
  • TAC cellulose triacetate film
  • the adhesive composite film according to the invention (example 1) comprises the TAC support film presented above and as a contact adhesive layer an acrylic glue with a glass transition temperature of -26 ° C. supplied by the company Nitto Denko and marketed under the reference CS9621.
  • the temporary adhesive composite film of Comparative Example C1 is the adhesive film SWT10 supplied by the company Nitto Denko.
  • the temporary adhesive composite film of Comparative Example C2 is the MPF NT-8 adhesive film supplied by Mitsui.
  • the temporary adhesive composite film of Comparative Example C3 differs from that of Example 1 in that the contact adhesive layer was replaced by HJ9150.
  • the temporary adhesive composite film of Comparative Example C4 differs from that of Example 1 in that the contact adhesive layer was replaced by the adhesive sold under the reference 8141 by the company 3M.
  • the support films of Comparative Examples C1 and C2 have a modulus of elasticity in tension of less than 4200 MPa (value not provided).
  • the adhesive films of Comparative Examples C3 and C4 have a shear strength of less than 0.05 MPa under the test conditions used in the present application, and a modulus of tensile elasticity greater than 4200 MPa, which is higher than the of the support film alone.
  • Table 2 shows the performance during different tests of adhesive films and lenses coated with them. ⁇ b> Table 2 ⁇ / b> Example 1 Example C1 Example C2 Example C3 Example C4 Tensile modulus of elasticity of the adhesive film (MPa) 3000 280 102 5500 6700 Stress at break (MPa) 66 14.8 11 57 80 Nominal deformation at break (%) 18 176 380 14 23 Tensile Strength (Shear Strength Test) (MPa) 0.13 ** 0.077 ** 0.057 ** 0.032 ** 0.031 ** 180 ° Peel Offset force (N / cm) 0.08 ** 0.06 ** 0.012 ** 0.055 ** 0.039 ** (0.072) *** (0.08) *** (0.011) *** Overflow test / Drilling test (**) + / + - / - - - - - - / - Test piercing (***) + / + - / - - / - - / / / / /
  • Comparative Examples C1 and C2 demonstrate the fundamental importance of the tensile modulus of elasticity characteristic that must present an adhesive film according to the invention.
  • Comparative Examples C3 and C4 demonstrate the fundamental importance of the shear strength characteristic of an adhesive film according to the invention, which is particularly related to the nature of the contact adhesive. Despite a suitable rigidity, the adhesive films of Examples C3 and C4 lead to poor performance during the edging operation.
  • the 180 ° peel tests reveal, by comparing Examples 1 and C1 for an anti-fouling coating 10 nm thick, that the performance of the adhesive films during this test is not necessarily correlated with good edgability.
  • the method of the invention can also be implemented using a polyethylene terephthalate support (PET) film sold by DuPont Teijin Films under the reference Melinex ® 506 instead of a TAC support film, all things being equal elsewhere.
  • PET polyethylene terephthalate support
  • the corresponding temporary adhesive composite film equipped with the same layer of contact adhesive or with a PSA AR Clear Adhesives 8786 Adhesives Research glue, leads to comparable results in the overflow tests (data not provided).
  • the adhesive film of Example 1 is the preferred film of the invention because cellulose triacetate is better machine-cut than PET.
  • the antifouling coating showed no sign of degradation of its performance.

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EP09768178.7A 2008-11-13 2009-11-10 Procede de traitement au moyen d'un film adhesif d'une lentille optique comportant un revetement antisalissure en vue de son debordage Active EP2346957B1 (fr)

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PCT/FR2009/052171 WO2010055261A2 (fr) 2008-11-13 2009-11-10 Procede de traitement au moyen d'un film adhesif d'une lentille optique comportant un revetement antisalissure en vue de son debordage

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WO2010055261A2 (fr) 2010-05-20
BRPI0921847A2 (pt) 2016-01-12
KR101633862B1 (ko) 2016-06-27
MX2011003714A (es) 2011-05-10
CA2743443A1 (fr) 2010-05-20
JP2012508906A (ja) 2012-04-12
CN102216407A (zh) 2011-10-12
US20110223418A1 (en) 2011-09-15
BRPI0921847B1 (pt) 2019-04-09
KR20110093798A (ko) 2011-08-18
AU2009315442A1 (en) 2010-05-20
US8562781B2 (en) 2013-10-22
EP2346957A2 (fr) 2011-07-27
CN102216407B (zh) 2014-05-14
FR2938255A1 (fr) 2010-05-14
FR2938255B1 (fr) 2011-04-01
AU2009315442B2 (en) 2015-02-19
WO2010055261A3 (fr) 2010-10-07

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